NP-MRD: Showing NP-Card for 11-Deoxyacutumine (NP0067923)

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Record Information

Version

2.0

Created at

2022-04-28 12:45:54 UTC

Updated at

2022-04-28 12:45:54 UTC

NP-MRD ID

NP0067923

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11-Deoxyacutumine

Description

(1S,1'S,6'S,8'S)-8'-chloro-2',3',4-trimethoxy-10'-methyl-10'-azaspiro[cyclopentane-1,7'-tricyclo[4.3.3.0¹,⁶]Dodecane]-2',3-diene-2,4'-dione belongs to the class of organic compounds known as acutumine and related alkaloids. These are alkaloids with a structure based on the tricyclic acutumine skeleton, which contains an indoline moiety and two cyclopentene rings. 11-Deoxyacutumine is found in Menispermum dauricum DC. . Based on a literature review very few articles have been published on (1S,1'S,6'S,8'S)-8'-chloro-2',3',4-trimethoxy-10'-methyl-10'-azaspiro[cyclopentane-1,7'-tricyclo[4.3.3.0¹,⁶]Dodecane]-2',3-diene-2,4'-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282214452D          

 26 29  0  0  1  0            999 V2000
    1.2685    0.3733    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1318   -0.1385    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9916   -0.7487    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3007   -0.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7470   -0.2660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0400   -1.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8544   -1.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3758   -0.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1902   -0.6616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0828    0.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1474   -1.9403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6260   -2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5186   -1.6766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958   -1.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0221    0.0323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0239    0.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8215    1.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -0.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6309   -1.2701    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0837    0.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8813    1.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3282    0.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068   -0.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5760   -0.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1796    1.8787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9949    2.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  1 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  1 17  1  6  0  0  0
 15 18  1  0  0  0  0
  3 19  1  1  0  0  0
  2 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
   -4.6592   -0.7027   -3.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0686   -1.4690   -2.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3931   -0.8673   -1.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9328    0.0381   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9455    0.4527    0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2495    0.9111    1.8200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6715    0.1848    0.0803 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9995   -1.1077   -0.6442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2384    1.1454   -0.9861 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4526    2.8385   -0.5907 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1698    0.7296   -1.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6498   -0.0437   -0.0102 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9640    0.4320    0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1598   -0.1235   -0.0395 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0852   -0.7198    0.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0710    1.4214    1.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3356    1.8886    1.7114 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0308    2.7421    0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8536    2.0293    1.7934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8584    3.2231    2.1772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4085    1.2743    1.8730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4711    0.0935    0.9761 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4355   -1.2175    1.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604   -2.1437    0.9684 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6210   -1.4667   -0.2698 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6194   -1.9552   -1.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8962   -0.0825   -3.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907   -1.3755   -3.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4309   -0.0514   -2.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9686    0.4067   -0.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3863   -1.2391   -1.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9457   -1.9821    0.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8130    0.9192   -1.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2783    0.0323   -2.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    1.6086   -1.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9619   -1.0879    0.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4242   -0.1320    1.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6358   -1.6675    1.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4205    3.6502    0.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417    2.9608    1.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0612    2.1709   -0.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2300    1.9993    1.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4672    0.8855    2.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4198   -1.6173    1.9757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0656   -0.9900    2.7213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4036   -2.3613    1.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0483   -3.1435    0.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0802   -1.2094   -1.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3903   -2.5862   -0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1222   -2.6957   -1.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  7  5  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 25  1  6
 25 26  1  0
 25 24  1  0
 24 23  1  0
 22 23  1  1
 22 21  1  0
 21 19  1  0
 19 20  2  0
 19 16  1  0
 16 17  1  0
 17 18  1  0
 16 13  2  0
 13 14  1  0
 14 15  1  0
  8  3  1  0
 22 12  1  0
 22  7  1  0
 12 13  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  6
 11 34  1  0
 11 35  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
 24 46  1  0
 24 47  1  0
 23 44  1  0
 23 45  1  0
 21 42  1  0
 21 43  1  0
 18 39  1  0
 18 40  1  0
 18 41  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
M  END


  Mrv1652304282214452D          

 26 29  0  0  1  0            999 V2000
    1.2685    0.3733    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1318   -0.1385    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9916   -0.7487    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3007   -0.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7470   -0.2660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0400   -1.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8544   -1.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3758   -0.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1902   -0.6616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0828    0.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1474   -1.9403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6260   -2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5186   -1.6766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958   -1.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0221    0.0323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0239    0.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8215    1.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -0.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6309   -1.2701    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0837    0.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8813    1.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3282    0.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068   -0.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5760   -0.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1796    1.8787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9949    2.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  1 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  1 17  1  6  0  0  0
 15 18  1  0  0  0  0
  3 19  1  1  0  0  0
  2 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0067923

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=O)[C@@]2(C1)[C@@H](Cl)C[C@]13N(C)CC[C@]21CC(=O)C(OC)=C3OC

> <INCHI_IDENTIFIER>
InChI=1S/C19H24ClNO5/c1-21-6-5-17-9-12(22)15(25-3)16(26-4)19(17,21)10-13(20)18(17)8-11(24-2)7-14(18)23/h7,13H,5-6,8-10H2,1-4H3/t13-,17-,18+,19+/m0/s1

> <INCHI_KEY>
PXTPGGRVOOOTDS-NOENWEJRSA-N

> <FORMULA>
C19H24ClNO5

> <MOLECULAR_WEIGHT>
381.85

> <EXACT_MASS>
381.1343006

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
37.922318482292134

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,1'S,6'S,8'S)-8'-chloro-2',3',4-trimethoxy-10'-methyl-10'-azaspiro[cyclopentane-1,7'-tricyclo[4.3.3.0^{1,6}]dodecane]-2',3-diene-2,4'-dione

> <ALOGPS_LOGP>
1.58

> <JCHEM_LOGP>
0.28899495933333386

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.36119181348952

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.360854676074151

> <JCHEM_PKA_STRONGEST_BASIC>
7.025143384793051

> <JCHEM_POLAR_SURFACE_AREA>
65.07000000000001

> <JCHEM_REFRACTIVITY>
99.9736

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,1'S,6'S,8'S)-8'-chloro-2',3',4-trimethoxy-10'-methyl-10'-azaspiro[cyclopentane-1,7'-tricyclo[4.3.3.0^{1,6}]dodecane]-2',3-diene-2,4'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       2.368   0.697   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.979  -0.258   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.718  -1.398   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.428  -1.703   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.394  -0.497   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.941  -1.936   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.462  -2.182   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.435  -0.989   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.955  -1.235   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.888   0.451   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.008  -3.622   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.035  -4.815   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.968  -3.130   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.552  -2.883   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.041   0.060   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       0.045   1.598   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.534   1.991   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.336  -0.774   0.000  0.00  0.00           C+0
HETATM   19 Cl   UNK     0       4.911  -2.371   0.000  0.00  0.00          Cl+0
HETATM   20  C   UNK     0       3.889   1.678   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.378   2.071   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.213   0.777   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.239  -0.417   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.675  -0.974   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.935   3.507   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.457   3.742   0.000  0.00  0.00           C+0
CONECT    1    2    5   10   17                                             
CONECT    2    1    3   20   23                                             
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1    6   15                                             
CONECT    6    5    7   13                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    1                                                       
CONECT   11    7   12                                                       
CONECT   12   11                                                            
CONECT   13    6   14                                                       
CONECT   14   13                                                            
CONECT   15    5   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16    1                                                       
CONECT   18   15                                                            
CONECT   19    3                                                            
CONECT   20    2   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23                                                       
CONECT   23   22    2   24                                                  
CONECT   24   23                                                            
CONECT   25   21   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₄ClNO₅

Average Mass

381.8500 Da

Monoisotopic Mass

381.13430 Da

IUPAC Name

(1S,1'S,6'S,8'S)-8'-chloro-2',3',4-trimethoxy-10'-methyl-10'-azaspiro[cyclopentane-1,7'-tricyclo[4.3.3.0^{1,6}]dodecane]-2',3-diene-2,4'-dione

Traditional Name

(1S,1'S,6'S,8'S)-8'-chloro-2',3',4-trimethoxy-10'-methyl-10'-azaspiro[cyclopentane-1,7'-tricyclo[4.3.3.0^{1,6}]dodecane]-2',3-diene-2,4'-dione

CAS Registry Number

Not Available

SMILES

COC1=CC(=O)[C@@]2(C1)[C@@H](Cl)C[C@]13N(C)CC[C@]21CC(=O)C(OC)=C3OC

InChI Identifier

InChI=1S/C19H24ClNO5/c1-21-6-5-17-9-12(22)15(25-3)16(26-4)19(17,21)10-13(20)18(17)8-11(24-2)7-14(18)23/h7,13H,5-6,8-10H2,1-4H3/t13-,17-,18+,19+/m0/s1

InChI Key

PXTPGGRVOOOTDS-NOENWEJRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Menispermum dauricum DC.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acutumine and related alkaloids. These are alkaloids with a structure based on the tricyclic acutumine skeleton, which contains an indoline moiety and two cyclopentene rings.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Acutumine and related alkaloids

Sub Class

Not Available

Direct Parent

Acutumine and related alkaloids

Alternative Parents

Substituents

Acutumine skeketon
Indole or derivatives
Cyclohexenone
N-alkylpyrrolidine
Pyrrolidine
Vinylogous ester
Cyclic ketone
Ketone
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Azacycle
Hydrocarbon derivative
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Amine
Alkyl halide
Alkyl chloride
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.58	ALOGPS
logP	0.29	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	14.36	ChemAxon
pKa (Strongest Basic)	7.03	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.07 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	99.97 m³·mol⁻¹	ChemAxon
Polarizability	37.92 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8152747

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9977155

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 11-Deoxyacutumine (NP0067923)

MOL for NP0067923 (11-Deoxyacutumine)

3D MOL for NP0067923 (11-Deoxyacutumine)

3D SDF for NP0067923 (11-Deoxyacutumine)

3D-SDF for NP0067923 (11-Deoxyacutumine)

PDB for NP0067923 (11-Deoxyacutumine)

3D PDB for NP0067923 (11-Deoxyacutumine)

SMILES for NP0067923 (11-Deoxyacutumine)

INCHI for NP0067923 (11-Deoxyacutumine)

Structure for NP0067923 (11-Deoxyacutumine)

3D Structure for NP0067923 (11-Deoxyacutumine)